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Keywords = oxypeucedanin hydrate

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14 pages, 1859 KiB  
Article
The Simultaneous Determination of Nine Furocoumarins in Angelica dahurica Using UPLC Combined with the QAMS Approach and Novel Health Risk Assessment Based on the Toxic Equivalency Factor
by Zhao Wang, Ke Zan, Xiao-Wen Hu, Shuai Kang, Hai-Liang Li, Tian-Tian Zuo, Hong-Yu Jin and Shuang-Cheng Ma
Separations 2023, 10(9), 508; https://doi.org/10.3390/separations10090508 - 15 Sep 2023
Cited by 1 | Viewed by 1874
Abstract
Objective: This study aimed to provide data for the type and content of linear furocoumarins (FCs) in Angelica dahurica (AD) in order to assess their cumulative risks and provide a scientific basis for the rational use and quality evaluation of the medicinal AD [...] Read more.
Objective: This study aimed to provide data for the type and content of linear furocoumarins (FCs) in Angelica dahurica (AD) in order to assess their cumulative risks and provide a scientific basis for the rational use and quality evaluation of the medicinal AD to improve public health. Methods: A UPLC method was developed for the simultaneous determination of nine FCs initially by using imperatorin (Im) as the internal standard substance, including Im, phellopterin (Ph), isoimperatorin (Is), oxypeucedanin hydrate (Oh), byakangelicin (Bn), xanthotoxin (8-MOP), bergapten (5-MOP), byakangelicol (Bl), and oxypeucedanin (Op) in two species of Angelica dahurica (AD). And, the risk assessment for the total FCs in AD was explored using the hazard index combined with the toxic equivalency factor (TEF-HI) strategy for the first time. Results: The established method revealed acceptable applicability, and there were no significant differences compared with the external standard method (ESM). The quantitative results demonstrated that the total content of FCs in Angelica dahurica (BZ) were higher than that in Angelica dahurica var. formosana (HBZ), and there was a great difference between the Bl and Op. Moreover, the risk assessment data revealed that the risk of total FCs in AD to human health was low. Conclusions: The established UPLC method that determined nine FCs in AD using a single marker could solve the problem of difficulty in obtaining a chemical reference substance with high purity and requiring a long determination time. And, the TEF-HI risk assessment approach associated with FCs in ADs could guide the rational utilization of toxic FCs in ADs in the progress of improving public health safety. In short, the whole systematic strategy provides a scientific basis for rational quality evaluation and the healthy use of related herbal medicines. Full article
(This article belongs to the Special Issue Advances in Chromatographic Analysis of Bioactive Compounds)
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13 pages, 1185 KiB  
Article
Comparative Antiseizure Analysis of Diverse Natural Coumarin Derivatives in Zebrafish
by Ewelina Kozioł, Krzysztof Jóźwiak, Barbara Budzyńska, Peter A. M. de Witte, Daniëlle Copmans and Krystyna Skalicka-Woźniak
Int. J. Mol. Sci. 2021, 22(21), 11420; https://doi.org/10.3390/ijms222111420 - 22 Oct 2021
Cited by 21 | Viewed by 3090
Abstract
Coumarins are a well-known group of plant secondary metabolites with various pharmacological activities, including antiseizure activity. In the search for new antiseizure drugs (ASDs) to treat epilepsy, it is yet unclear which types of coumarins are particularly interesting as a systematic analysis has [...] Read more.
Coumarins are a well-known group of plant secondary metabolites with various pharmacological activities, including antiseizure activity. In the search for new antiseizure drugs (ASDs) to treat epilepsy, it is yet unclear which types of coumarins are particularly interesting as a systematic analysis has not been reported. The current study performed behavioral antiseizure activity screening of 18 different coumarin derivatives in the larval zebrafish pentylenetetrazole (PTZ) model using locomotor measurements. Activity was confirmed for seven compounds, which lowered seizure-like behavior as follows: oxypeucedanin 38%, oxypeucedanin hydrate 74%, notopterol 54%, nodakenetin 29%, hyuganin C 35%, daphnoretin 65%, and pimpinellin 60%. These coumarins, together with nodakenin, underwent further antiepileptiform analysis by local field potential recordings from the zebrafish opticum tectum (midbrain). All of them, except for nodakenetin, showed pronounced antiepileptiform activity, decreasing PTZ-induced elevation in power spectral density (PSD) by 83–89% for oxypeucedanin, oxypeucedanin hydrate, and notopterol, 77% for nodakenin, 26% for nodakenetin, 65% for hyuganin C, 88% for daphnoretin, and 81% for pimpinellin. These data demonstrate the potential of diverse coumarin scaffolds for ASD discovery. Finally, the structural differences between active and inactive coumarins were investigated in silico for oxypeucedanin hydrate and byacangelicin for their interaction with GABA-transaminase, a hypothetical target. Full article
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17 pages, 2281 KiB  
Article
Facile and Rapid Isolation of Oxypeucedanin Hydrate and Byakangelicin from Angelica dahurica by Using [Bmim]Tf2N Ionic Liquid
by Alice Nguvoko Kiyonga, Gyeongmin Hong, Hyun Su Kim, Young-Ger Suh and Kiwon Jung
Molecules 2021, 26(4), 830; https://doi.org/10.3390/molecules26040830 - 5 Feb 2021
Cited by 9 | Viewed by 3048
Abstract
Ionic liquids (ILs) have sparked much interest as alternative solvents for plant materials as they provide distinctive properties. Therefore, in this study, the capacity of ILs to extract oxypeucedanin hydrate and byakangelicin from the roots of Angelica dahurica (A. dahurica) was [...] Read more.
Ionic liquids (ILs) have sparked much interest as alternative solvents for plant materials as they provide distinctive properties. Therefore, in this study, the capacity of ILs to extract oxypeucedanin hydrate and byakangelicin from the roots of Angelica dahurica (A. dahurica) was investigated. The back-extraction method was examined to recover target components from the IL solution as well. Herein, [Bmim]Tf2N demonstrated outstanding performance for extracting oxypeucedanin hydrate and byakangelicin. Moreover, factors including solvent/solid ratio, extraction temperature and time were investigated and optimized using a statistical approach. Under optimum extraction conditions (solvent/solid ratio 8:1, temperature 60 °C and time 180 min), the yields of oxypeucedanin hydrate and byakangelicin were 98.06% and 99.52%, respectively. In addition, 0.01 N HCl showed the most significant ability to back-extract target components from the [Bmim]Tf2N solution. The total content of both oxypeucedanin hydrate (36.99%) and byakangelicin (45.12%) in the final product exceeded 80%. Based on the data, the proposed approach demonstrated satisfactory extraction ability, recovery and enrichment of target compounds in record time. Therefore, the developed approach is assumed essential to considerably reduce drawbacks encountered during the separation of oxypeucedanin hydrate and byakangelicin from the roots of A. dahurica. Full article
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11 pages, 525 KiB  
Article
Quantitative Analysis of 18 Marker Components in the Traditional Korean Medicine, Cheongsangbangpung-Tang, Using High-Performance Liquid Chromatography Combined with Photodiode Array Detector
by Chang-Seob Seo and Hyeun-Kyoo Shin
Appl. Sci. 2021, 11(1), 14; https://doi.org/10.3390/app11010014 - 22 Dec 2020
Cited by 2 | Viewed by 1996
Abstract
Cheongsangbangpung-tang (CSBPT) is a traditional herbal medicine that has been used in many regions of Asia, including Korea, China, and Japan, for the treatment of purulent inflammation and eczema on the face. In this study, a method for the simultaneous analysis of 18 [...] Read more.
Cheongsangbangpung-tang (CSBPT) is a traditional herbal medicine that has been used in many regions of Asia, including Korea, China, and Japan, for the treatment of purulent inflammation and eczema on the face. In this study, a method for the simultaneous analysis of 18 marker components, geniposide (1), coptisine chloride (2), prim-O-glucosylcimifugin (3), berberine chloride (4), liquiritin apioside (5), liquiritin (6), ferulic acid (7), narirutin (8), 5-O-methylvisammisoide (9), hesperidin (10), arctigenin (11), baicalin (12), oxypeucedanin hydrate (13), wogonoside (14), baicalein (15), arctiin (16), glycyrrhizin (17), and pulegone (18), was developed for quality control of CSBPT. The novel approach, which is based on high-performance liquid chromatography (HPLC) separation coupled with photodiode array detection, was verified by the assessment of linearity, limit of detection, limit of quantification, accuracy, recovery, and precision. Analysis of CSBPT by using the established assay revealed that compounds 118 were present in concentrations of 0.27–18.31 mg/g. Full article
(This article belongs to the Section Chemical and Molecular Sciences)
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12 pages, 949 KiB  
Article
Simultaneous Determination of 12 Marker Components in Yeonkyopaedok-san Using HPLC–PDA and LC–MS/MS
by Chang-Seob Seo and Hyeun-Kyoo Shin
Appl. Sci. 2020, 10(5), 1713; https://doi.org/10.3390/app10051713 - 2 Mar 2020
Cited by 9 | Viewed by 3382
Abstract
Yeonkyopaedok-san is a traditional Korean medicine used in the early treatment of boils. In the present study, its 12 marker components for quality control were determined using high-performance liquid chromatography (HPLC) with photodiode array detection and ultra-performance liquid chromatography–mass spectrometry with tandem mass [...] Read more.
Yeonkyopaedok-san is a traditional Korean medicine used in the early treatment of boils. In the present study, its 12 marker components for quality control were determined using high-performance liquid chromatography (HPLC) with photodiode array detection and ultra-performance liquid chromatography–mass spectrometry with tandem mass spectrometry (UPLC–MS/MS). The investigated 12 marker components of Yeonkyopaedok-san were as follows: 3-caffeoylquinic acid, cimifugin 7-glucoside, liquiritin apioside, ferulic acid, narirutin, 5-O-methylvisammioside, naringin, neohesperidin, oxypeucedanin hydrate, arctigenin, glycyrrhizic acid, and 6-gingerol. The analytical column used for the separation of the 12 marker analytes in Yeonkyopaedok-san was a Waters SunFire C18 column (4.6 mm × 250 mm, 5 μm). The two mobile phases used were 0.1% (v/v) aqueous formic acid and 0.1% (v/v) formic acid in acetonitrile. In the UPLC–MS/MS analysis, all components were separated using a Waters ACQUITY UPLC BEH C18 column (2.1 mm × 100 mm, 1.7 μm). The two mobile phases used were 0.1% (v/v) aqueous formic acid and acetonitrile. The coefficient of determination of the calibration curves in both analysis systems showed good linearity (>0.99). The amounts of the 12 marker components in Yeonkyopaedok-san determined using HPLC–photodiode array detection and UPLC–MS/MS analyses were found to be 0.14–9.00 mg/g and 2.35–853.11 μg/g, respectively. Full article
(This article belongs to the Special Issue Biomedical Application of Plant Extracts)
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11 pages, 1548 KiB  
Article
Distribution Assessments of Coumarins from Angelicae Pubescentis Radix in Rat Cerebrospinal Fluid and Brain by Liquid Chromatography Tandem Mass Spectrometry Analysis
by Yan-Fang Yang, Lei Zhang and Xiu-Wei Yang
Molecules 2018, 23(1), 225; https://doi.org/10.3390/molecules23010225 - 20 Jan 2018
Cited by 22 | Viewed by 5495
Abstract
Angelicae Pubescentis Radix (APR) is a widely-used traditional Chinese medicine. Pharmacological studies have begun to probe its biological activities on neurological disorders recently. To assess the brain penetration and distribution of APR, a validated ultra-performance liquid chromatography tandem mass spectrometry method was applied [...] Read more.
Angelicae Pubescentis Radix (APR) is a widely-used traditional Chinese medicine. Pharmacological studies have begun to probe its biological activities on neurological disorders recently. To assess the brain penetration and distribution of APR, a validated ultra-performance liquid chromatography tandem mass spectrometry method was applied to the simultaneous determinations of the main coumarins from APR in the rat cerebrospinal fluid (CSF) and brain after oral administration of APR extract, including psoralen, xanthotoxin, bergapten, isoimperatorin, columbianetin, columbianetin acetate, columbianadin, oxypeucedanin hydrate, angelol B, osthole, meranzin hydrate and nodakenetin. Most of the tested coumarins entered the rat CSF and brain quickly, and double-peak phenomena in concentration-time curves were similar to those of their plasma pharmacokinetics. Columbianetin had the highest concentration in the CSF and brain, while psoralen and columbianetin acetate had the largest percent of CSF/plasma and brain/plasma, indicating that these three coumarins may be worthy of further research on the possible nervous effects. Correlations between the in vivo brain distributions and plasma pharmacokinetics of these coumarins were well verified. These results provided valuable information for the overall in vivo brain distribution characteristics of APR and also for its further studies on the active substances for the central nervous system. Full article
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24 pages, 3739 KiB  
Article
Spectrum Effect Relationship and Component Knock-Out in Angelica Dahurica Radix by High Performance Liquid Chromatography-Q Exactive Hybrid Quadrupole-Orbitrap Mass Spectrometer
by Jinmei Wang, Linna Peng, Mengjun Shi, Changqin Li, Yan Zhang and Wenyi Kang
Molecules 2017, 22(7), 1231; https://doi.org/10.3390/molecules22071231 - 21 Jul 2017
Cited by 29 | Viewed by 7400
Abstract
Different extracts of Angelica dahuricae were available for whitening or treating vitiligo clinically. They showed inhibitory or activating effects on tyrosinase, a rate-limiting enzyme of melanogenesis. This study aimed to identify active compounds on tyrosinase in water extract of Angelica dahurica Radix. We [...] Read more.
Different extracts of Angelica dahuricae were available for whitening or treating vitiligo clinically. They showed inhibitory or activating effects on tyrosinase, a rate-limiting enzyme of melanogenesis. This study aimed to identify active compounds on tyrosinase in water extract of Angelica dahurica Radix. We applied spectrum-effect relationship and component knock-out methods to make it clear. HPLC was used to obtain the specific chromatograms. The effects on tyrosinase activity were examined by measuring the oxidation rate of levodopa in vitro. Partial least squares method was used to examine the spectrum-effect relationships. The knocked-out samples were prepared by HPLC method, and the identification of knocked-out compounds was conducted by the high performance liquid chromatography-four stage rod-electrostatic field orbit trap high resolution mass spectrometry. Results showed that S6, S14, S18, S21, S35, S36, S37, S40, and S41 were positively correlated to inhibitory activity of Angelica dahuricae on tyrosinase whereas S9, S11, S8, S12, S22, and S30 were negatively correlated. When the concentration of each sample was 1 g·mL−1, equal to the amount of raw medicinal herbs, oxypeucedanin hydrate, imperatorin, cnidilin, and isoimperatorin had inhibitory effects on tyrosinase activity whereas byakangelicin and bergapten had activating effects. Full article
(This article belongs to the Collection Herbal Medicine Research)
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6 pages, 212 KiB  
Article
Coumarins from Angelica Lucida L. - Antibacterial Activities
by Jaroslaw Widelski, Milena Popova, Konstantia Graikou, Kazimierz Glowniak and Ioanna Chinou
Molecules 2009, 14(8), 2729-2734; https://doi.org/10.3390/molecules14082729 - 27 Jul 2009
Cited by 64 | Viewed by 15204
Abstract
The first phytochemical investigation of the fruits of Angelica lucida has led to the isolation and characterization of five known coumarins (imperatorin, isoimperatorin, heraclenol, oxypeucedanin hydrate and heraclenin). All isolated compounds were identified by means of spectral and literature data. The extracts and [...] Read more.
The first phytochemical investigation of the fruits of Angelica lucida has led to the isolation and characterization of five known coumarins (imperatorin, isoimperatorin, heraclenol, oxypeucedanin hydrate and heraclenin). All isolated compounds were identified by means of spectral and literature data. The extracts and the isolated constituents from A. lucida have been also evaluated for their antimicrobial activity against six Gram positive and negative bacteria, two oral pathogens and three human pathogenic fungi, exhibiting an interesting antimicrobial profile. Full article
(This article belongs to the Special Issue Coumarins and Xanthones)
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